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4-Chloroaniline

4-Chloroaniline
4-Chloroaniline structure
CAS No.
106-47-8
Chemical Name:
4-Chloroaniline
Synonyms
NSC 36941;NCI-C02039;4-Chloranilin;4-Choraniline;JACS-106-47-8;4-CHLORANILINE;p-Chloraniline;4-chloro-anilin;P-Chlorlanline ;4-CHLOROANILINE
CBNumber:
CB8147309
Molecular Formula:
C6H6ClN
Formula Weight:
127.57
MOL File:
106-47-8.mol

4-Chloroaniline Properties

Melting point:
67-70 °C (lit.)
Boiling point:
232 °C (lit.)
Density 
1,43 g/cm3
vapor density 
4.4 (vs air)
vapor pressure 
0.15 mm Hg ( 25 °C)
refractive index 
1.5546
Flash point:
120°C
storage temp. 
Store below +30°C.
solubility 
2.2g/l
form 
Crystalline Solid
pka
4.15(at 25℃)
color 
Beige to brown-purple
Specific Gravity
1.2417
Odor
Sweetish
PH Range
6.9 at 1.00000 g/l at 20 °C
PH
6.9 (1g/l, H2O, 20℃)
Water Solubility 
0.3 g/100 mL (20 ºC)
Merck 
14,2118
BRN 
471359
Henry's Law Constant
1.07 at 25 °C (calculated, Howard, 1989)(x 10-5 atm?m3/mol)
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides, chloroformates, nitrous acid. May be light sensitive.
CAS DataBase Reference
106-47-8(CAS DataBase Reference)
EWG's Food Scores
4-5
FDA UNII
Z553SGH315
Proposition 65 List
p-Chloroaniline
IARC
2B (Vol. 57) 1993
NIST Chemistry Reference
p-Chloroaniline(106-47-8)
EPA Substance Registry System
p-Chloroaniline (106-47-8)
Pesticides: Freedom of Information Act (FOIA)
Parachloroaniline
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS06,GHS08,GHS09,GHS02,GHS07
Signal word  Danger
Hazard statements  H400-H301+H311-H320-H332-H341-H351-H372-H301+H311+H331-H317-H350-H410-H225-H370-H411-H301-H311-H331
Precautionary statements  P201-P280-P302+P352+P312-P304+P340+P312-P308+P313-P261-P301+P310+P330-P403+P233-P210-P260-P273-P301+P310-P311-P301+P310a-P501a-P202-P264-P270-P271-P272-P302+P352+P312+P361+P364-P305+P351+P338+P337+P313-P307+P311-P391-P405-P501
Hazard Codes  T,N,F
Risk Statements  45-23/24/25-43-50/53-52/53-39/23/24/25-11-51/53
Safety Statements  53-45-60-61-36/37-16-7
RIDADR  UN 2018 6.1/PG 2
WGK Germany  3
RTECS  BX0700000
8-10-23
Autoignition Temperature 685 °C
Hazard Note  Toxic/Possible Carcinogen
TSCA  Yes
HazardClass  6.1
PackingGroup  II
HS Code  29214210
Toxicity LD50 orally in rats: 0.31 g/kg (Smyth)
NFPA 704
1
2 0

4-Chloroaniline price More Price(47)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 442410-U 4-Chloroaniline analytical standard 106-47-8 1 kit $17.5 2021-12-16 Buy
Sigma-Aldrich 35823 4-Chloroaniline PESTANAL , analytical standard 106-47-8 1g $20.1 2021-12-16 Buy
Sigma-Aldrich 8.02613 4-Chloroaniline for synthesis 106-47-8 100 g $22.48 2021-12-16 Buy
Sigma-Aldrich 40305 4-Chloroaniline solution certified reference material, 5000?μg/mL in methanol 106-47-8 1 mL $48.7 2021-12-16 Buy
Sigma-Aldrich 8.02613 4-Chloroaniline for synthesis 106-47-8 500 g $54.39 2021-12-16 Buy

4-Chloroaniline Chemical Properties,Uses,Production

Chemical Properties

4-Chloroaniline is a colourless to slightly amber-coloured crystalline solid with a mild aromatic odour. It is Soluble in hot water and organic solvents. 4-Chloroaniline has a moderate vapour pressure and n-octanol/ water partition coefficient. It decomposes in the presence of light and air and at elevated temperatures.

Physical properties

Yellowish-white solid with a mild, sweetish odor. Odor threshold concentration is 287 ppm (quoted, Keith and Walters, 1992).

Uses

4-Chloroaniline is an important building block used in the chemical industry for the production of drugs and dyestuffs. Some benzodiazepine drugs use 4-chloroaniline in their manufacture.

Uses

4-Chloroaniline(is also called PCA) is used as an intermediate in the production of a number of products, including agricultural chemicals, azo dyes and pigments, cosmetics, and pharmaceutical products.

Definition

ChEBI: A chloroaniline in which the chloro atom is para to the aniline amino group.

Synthesis Reference(s)

Journal of the American Chemical Society, 99, p. 98, 1977 DOI: 10.1021/ja00443a018
Synthesis, p. 48, 1987 DOI: 10.1055/s-1987-27838

General Description

A white or pale yellow solid. Melting point 69.5°C.

Air & Water Reactions

Insoluble in cold water. Soluble in hot water [Hawley].

Reactivity Profile

4-Chloroaniline is incompatible with oxidizing agents. Also incompatible with acids, acid chlorides, acid anhydrides and chloroformates. Subject to exothermic decomposition during high-temperature distillation. Incompatible with nitrous acid.

Hazard

Toxic by inhalation and ingestion. Possible carcinogen.

Health Hazard

Inhalation or ingestion causes bluish tint to fingernails, lips, and ears indicative of cyanosis; headache, drowsiness, and nausea, followed by unconsciousness. Liquid can be absorbed through skin and cause similar symptoms. Contact with eyes causes irritation.

Fire Hazard

Special Hazards of Combustion Products: Irritating and toxic hydrogen chloride and oxides of nitrogen may form in fires.

Safety Profile

Confirmed carcinogen with experimental neoplastigenic and tumorigenic data. Poison by ingestion, inhalation, sh contact, subcutaneous, and intravenous routes. A skin and severe eye irritant. Mutation data reported. When heated to decomposition it emits toxic fumes of Cland NOx. See also ANILINE DYES

Environmental Fate

Biological. In an anaerobic medium, the bacteria of the Paracoccus sp. converted 4- chloroaniline to 1,3-bis(p-chlorophenyl)triazene and 4-chloroacetanilide with product yields of 80 and 5%, respectively (Minard et al., 1977). In a field experiment, [14C]4-chloroaniline was applied to a soil at a depth of 10 cm. After 20 wk, 32.4% of the applied amount was recovered in soil. Metabolites identified include 4-chloroformanilide, 4-chloroacetanilide, 4-chloronitrobenzene, 4- chloronitrosobenzene, 4,4′-dichloroazoxybenzene, and 4,4′-dichloroazobenzene (Freitag et al., 1984).
Soil. 4-Chloroaniline covalently bonds with humates in soils to form quinoidal structures followed by oxidation to yield a nitrogen-substituted quinoid ring. A reaction half-life of 13 min was determined with one humic compound (Parris, 1980). Catechol, a humic acid monomer, reacted with 4-chloroaniline yielding 4,5-bis(4-chlorophenylamino)-3,5-cyclohexadiene-1,2-dione (Adrian et al., 1989).
Photolytic. Under artificial sunlight, river water containing 2–5 ppm 4-chloroaniline photodegraded to 4-aminophenol and unidentified polymers (Mansour et al., 1989). Photooxidation of 4-chloroaniline (100 μM) in air-saturated water using UV light (λ >290 nm) produced 4-chloronitrobenzene and 4-chloronitrosobenzene. About 6 h later, 4-chloroaniline completely reacted leaving dark purple condensation products (Miller and Crosby, 1983). In a similar study, irradiation of an aqueous solution in the range of 290–350 nm resulted in the formation of the intermediate 4-iminocyclohexa-2,5-dienylidene (Othmen et al., 2000). A carbon dioxide yield of 27.7% was achieved when 4-chloroaniline adsorbed on silica gel was irradiated with light (λ >290 nm) for 17 h (Freitag et al., 1985).
A rate constant of 8.3 x 10-11 cm3/molecule?sec was reported for the gas-phase reaction of 4- chloroaniline and OH radicals in air (Wahner and Zetzsch, 1983).
Chemical/Physical. 4-Chloroaniline will not hydrolyze to any reasonable extent (Kollig, 1993).
Pizzigallo et al. (1998) investigated the reaction of 4-chloroaniline with ferric oxide and two forms of manganese dioxide [birnessite (δ-MnO2) and pyrolusite (MnO2)] within the pH range of 4–8 at 25 °C. The reaction rate of 4-chloroaniline was in the order birnessite > pyrolusite > ferric oxide. At pH 4.0, the reaction with birnessite was so rapid that the reaction could not be determined. Half-lives for the reaction of 4-chloroaniline with pyrolusite and ferric oxide were 383 and 746 min, respectively. The reaction rate decreased as the pH was increased. The only oxidation compounds identified by GC/MS were 4,4′-dichloroazobenzene and 4-chloro-4′- hydroxydiphenylamine.

Purification Methods

Crystallise the aniline from MeOH, pet ether (b 30-60o), or 50% aqueous EtOH, then *benzene/pet ether (b 60-70o), and then dry it in a vacuum desiccator. It can be distilled under vacuum (b 75-77o/3mm). It sublimes in a very high vacuum. The acetate crystallises from aqueous MeOH (m 178o, 180o) or EtOH or AcOH (m 173-174o) and has b 331.3o/760mm. [Beilstein 12 III 1325, 12 IV 1116.]

4-Chloroaniline Preparation Products And Raw materials

Raw materials

Preparation Products


4-Chloroaniline Suppliers

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View Lastest Price from 4-Chloroaniline manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2022-01-21 4-Chloroaniline
106-47-8
US $10.00 / Kg/Drum 1KG 99% 5000tons per month Wuhan Mulei New Material Technology Co. Ltd
2022-01-17 P-Chloroaniline
106-47-8
US $0.00-0.00 / Kg/Drum 1KG 99.5% EX:8000T/Year Huludao Tianqi Shengye Chemical Co., Ltd.
2021-12-23 4-Chloroaniline
106-47-8
US $10.00 / Kg/Bag 1Kg/Bag 99% 20 Tons Hebei Zhanyao Biotechnology Co. Ltd

4-Chloroaniline Spectrum


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